714956-86-2Relevant academic research and scientific papers
Synthesis, antimicrobial and antineoplastic activities for agelasine and agelasimine analogs with a β-cyclocitral derived substituent
Proszenyak, Agnes,Charnock, Colin,Hedner, Erik,Larsson, Rolf,Bohlin, Lars,Gundersen, Lise-Lotte
, p. 625 - 634 (2008/12/21)
Agelasines and agelasimines are antimicrobial and cytotoxic purine derivatives isolated from marine sponges (Agelas sp.). We have synthesized structurally simplified analogs of these natural products starting from β-cyclocitral. The novel compounds were found to be strong inhibitors of a wide variety of pathogenic microorganisms (incl. Mycobacterium tuberculosis) as well as cancer cell lines. The biological activities were generally in the same range as those previously found for the structurally more complex agelasines and agelasimines isolated in small amounts from natural sources. We also report for the first time that agelasine and agelasimine analogs inhibit growth of protozoa (Acanthamoeba castellanii and Acanthamoeba polyphaga). Acanthamoeba keratitis is an increasingly common and severe corneal infection, closely associated with contact lens wear.
A unified strategy for the regiospecific assembly of homoallyl-substituted butenolides and γ-hydroxybutenolides: First synthesis of luffariellolide
Boukouvalas, John,Robichaud, Jo?l,Maltais, Fran?ois
, p. 2480 - 2482 (2008/02/11)
The first synthesis of the antiinflammatory marine natural product luffariellolide has been achieved by a convergent pathway involving sp 3-sp3 cross-coupling and silyloxyfuran oxyfunctionalisation as key steps. An illustration of the inherent flexibility of this strategy is provided by a simple synthesis of α,β-acariolide and its γ-hydroxylated derivative from a common silyloxyfuran precursor. Georg Thieme Verlag Stuttgart.
Synthesis of jaspaquinol and effect on viability of normal and malignant bladder epithelial cell lines
Demotie, Alexandre,Fairlamb, Ian J.S.,Lu, Feng-Ju,Shaw, Nicola J.,Spencer, Peter A.,Southgate, Jennifer
, p. 2883 - 2887 (2007/10/03)
The synthesis of jaspaquinol 1, a monocyclic diterpene-benzenoid, is reported. Two synthetic routes to this natural product have been developed. The first, utilises a difunctional terpene derivative containing different leaving groups, facilitating the selective introduction of the cyclohexenyl and benzenoid fragments. The alternative route employs a regiospecific Stille cross-coupling reaction to introduce the cyclohexenyl fragment, which occurs without allylic transposition. Preliminary data shows the cell viability of 1 against normal and malignant human bladder epithelial cell lines.
